A calm lake with a sunset reflecting on the water, surrounded by forested hills.

Woodstock Hotel Guide - Luxury Hotels in Woodstock, New York

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Check availability on Woodstock Luxury Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Woodstock luxury hotels

A living room with a fireplace, green sofa, and a leopard print armchair.

1. Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (232 reviews)
"Location in downtown Woodstock was great- parking was easy. Loved the rooftop patio - great place to enjoy a coffee. Rooms were very nice and large."
United States
Barbara
The price is €144
includes taxes & fees
16 Nov - 17 Nov
Twin Gables of Woodstock
A wooden deck with outdoor seating, a wooden deck with a view of the interior, and a wooden deck with a view of the exterior.

2. Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (325 reviews)
"The staff was amazing… the waterfall was blissful"
United States
Wayne
The price is €311
includes taxes & fees
1 Dec - 2 Dec
Woodstock Way Hotel
A white house with a porch, surrounded by lush greenery and two green Adirondack chairs.

3. The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.0 star property
Woodstock
9.0 out of 10, Wonderful, (227 reviews)
"Breakfast was less than I expected. Mostly breads dry cereal, some fruit. Breads were cold and hard, had to be toasted. Not enough places to sit inside."
United States
Arthur
The price is €229
includes taxes & fees
12 Nov - 13 Nov
The Woodstock Inn on the Millstream
A serene garden with a stone pathway, a small bridge, and a bench.

4. Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.6 out of 10, Excellent, (171 reviews)
"We had a great time! The host was super sweet and helpful, and the breakfast was delicious. Would stay again!"
United States
Lucian
The price is €219
includes taxes & fees
9 Nov - 10 Nov
Morning Glory B n B Woodstock NY
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodstock Hotel Reviews

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"The hotel was the cheapest in the area. It was very clean and comfortable. I loved the retro Ho Jo vibe in the room. Check in was easy and it was nice having a restaurant on the property!"
John 1-night trip
Posted 12 hours ago
Howard Johnson by Wyndham Saugerties

Frequently asked questions

Are you looking for a luxury hotel for your Woodstock holiday?
Use Expedia to arrange your flight to Hudson, NY (HCC-Columbia County) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a trip, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel with fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Woodstock has to offer. During your visit, you might want to enjoy the forests which Woodstock is known for.
What's the best high-end hotel in Woodstock?
The Herwood Inn is a luxury guest house with in-room massages and in-room kitchenettes, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Woodstock?
Planning for the weather is an important factor for making your trip to Woodstock a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Woodstock are January, February, March and April, with each month seeing an average of 17 cm of snowfall.
What's there to see and do in Woodstock?
Experience Woodstock and visit Bearsville Theater, Overlook Mountain Trailhead and Catskill State Park. If you have a little extra time during your trip, you might want to check out Woodstock Music Shop and Colony.